hat style recommendation

Hi would like to know what hat style do you recommend for middle age men with a oval shape face to wear with casual ,dress casual? Second question is do you recommend baseball caps,and Kangol hats?Third question is what hat should I wear with a leather jacket? Thanks!!

Community Answers

Your third question does not really relate to the first two at all, but here goes:

There are a wide range of hats that can work well within the range of semi-formal to dress casual, and a quick google search will provide you with a list of types. The reason I’m not going to recommend a specific type here is that you haven’t provided nearly enough information, and a lot fo it comes down to personal taste anyway.

Baseball hats rarely work in any situation other than extreme casual, so I’d avoid them for dress-casual. Kangol hats can work well, but you need to know what you’re doing in order to pull them off.

As for what you would wear with a leather jacket, the answer really comes down to whatever feels most comfortable. Without knowing the colour, texture and any patterning on the jaket, I really cannot say much more than that – the best way would be to try out as many things as possible in front of a mirror and then ask yourself why you think each combination does or does not work.